Guerbet reaction of primary alcohols leading to β-alkylated dimer alcohols catalyzed by iridium complexes

被引:116
作者
Matsu-ura, Toyomi
Sakaguchi, Satoshi
Obora, Yasushi
Ishii, Yasutaka [1 ]
机构
[1] Kansai Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5648680, Japan
[2] Kansai Univ, High Technol Res Ctr, Suita, Osaka 5648680, Japan
关键词
D O I
10.1021/jo061400t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[IrCl(cod)](2) and [Cp*IrCl2](2) complexes catalyzed efficiently the Guerbet reaction of primary alcohols to beta-alkylated dimer alcohols in good yields. For instance, the reaction of 1-butanol in the presence of [ Cp*IrCl2](2) (1 mol %), t-BuOK (40 mol %), and 1,7-octadiene (10 mol %) produced 2-ethyl1- hexanol in 93% yield. Various primary alcohols undergo the Guerbet reaction under the influence of Ir complexes to give the corresponding dimer alcohols in good yields. This method provides an alternative direct route to beta-alkylated primary alcohols which are prepared by aldol condensation of aldehydes followed by hydrogenation.
引用
收藏
页码:8306 / 8308
页数:3
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